when a gay man gets drunk and has sex with a woman
Last weekend, my gay friend Stfan got hammered and had a San Francisco gutterball Lucy.
by Sexual Ratchet April 25, 2010
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Sexual act in which male takes testicle and shoves it down a laid down woman or man's butt crack. The laid down woman or man squeezes his/her butt cheeks together with great force. The man performing the act then puts one foot on the laid down woman or man and pulls the testicle all the way down the butt crack and shoves it into the laid down woman or man's anus.
"I gutterballed my wife too hard last night, and now one ball is much lower than the other."
by sandman76 December 4, 2020
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A disappointment or missed opportunity; an effort which leads to complete failure. The term is frequently utilized to infer unconditional defeat, or in describing feelings of resigned, chronic dispair. As in bowling, there can be a prolonged experience of knowing the failure has occurred but take some brief moments to conclude (the ball may roll to the gutter at the top of the lane), and lumber to miss any bowling pins at length.
Manny: ‘What’s with the attitude Moe? You’ve been a regular Mr. Negativity all week’

Moe: ‘Ah Jeez Manny, my life’s one big gutterball
by Maxbatista May 17, 2019
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The state one experiences when their mind is roaming, or "in the gutter", which results in a subsequent erection. The lack of release results in Blue Balls, ergo, Gutterballs.
I was thinking about trisha the other day in calc and I got the most painful Gutterballs i've ever had in my life.
by Sticky Steven May 14, 2018
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A chubby, fat, or asymetrically overweight female that performs any of and or all kinds of sexual gratification to whichever male or males in an alley, beside a dumpster or any destination directly behind the dive bar she met them in. Typically occurs during the last 30 minutes before business (bar) closes and the male or males tell her they love her.
Hey its almost last call, we arent making strikes. Time to pickup a gutterball .
by June 22, 2021
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